Angiotensin II (CED0000655)

Record Information

Version

1.0

Creation Date

2016-05-25 18:14:34 UTC

Update Date

2026-09-01 06:32:31 UTC

Accession Number

CHEM021875

Identification

Common Name

Angiotensin II

Class

Small Molecule

Description

Angiotensin II (C50H71N13O12) belongs to the amino acids, peptides, and analogues, a subclass of carboxylic acids and derivatives within the organic compounds. With an average molecular weight of 1,046 g/mol, Angiotensin II is a heavy molecule. It acts as an agonist or inhibitor of two protein targets: the Type-1 angiotensin II receptor (AGTR1) and the Type-2 angiotensin II receptor (AGTR2). The compound is found in or released from eight recorded sources, including electrical and electronic equipment such as antennas, television systems, gas filled discharge tubes with gaseous cathodes, and discharge tubes with liquid pool cathodes. Other sources include the preparation of wine or sparkling wine, the preparation of vinegar, other smoking requisites, and cardiac stimulants excluding cardiac glycosides. The recorded exposure route is intravenous. Angiotensin II is associated with several health effects. It is linked to cardiomyopathy (PMC12712907), heart failure (PMC6210295), and hyperglycemia (PMC9368651). It is associated with inflammation (PMC12028762, PMC6273216) and an increase in atherosclerosis (PMC10889477, PMC11351257) and proteinuria (PMC3136362). Regarding blood pressure, the compound is associated with hypertension (PMC4302234, PMC6151556) and an increase in blood pressure (PMC11277057, PMC12146500, PMC12722972, PMC6567131), though it is also associated with a decrease in high blood pressure (PMC12028762).

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
5-Isoleucine-angiotensin II	ChEBI
5-L-Isoleucineangiotensin II	ChEBI
Angiotensin	ChEBI
Angiotensin II (human)	ChEBI
Angiotensin II (mouse)	ChEBI
Angiotonin	ChEBI
Asp-arg-val-tyr-ile-his-pro-phe	ChEBI
Human angiotensin II	ChEBI
Hypertensin	ChEBI
Isoleucine(5)-angiotensin II	ChEBI
N-(1-(N-(N-(N-(N-(N(2)-L-alpha-Aspartyl-L-arginyl)-L-valyl)-L-tyrosyl)-L-isoleucyl)-L-histidyl)-L-prolyl)-L-phenylalanine	ChEBI
Delivert	Kegg
N-(1-(N-(N-(N-(N-(N(2)-L-a-Aspartyl-L-arginyl)-L-valyl)-L-tyrosyl)-L-isoleucyl)-L-histidyl)-L-prolyl)-L-phenylalanine	Generator
N-(1-(N-(N-(N-(N-(N(2)-L-Α-aspartyl-L-arginyl)-L-valyl)-L-tyrosyl)-L-isoleucyl)-L-histidyl)-L-prolyl)-L-phenylalanine	Generator
1-8-Angiotensin I	HMDB
1-L-Aspasaginyl-5-L-valyl angiotensin octapeptide	HMDB
Ang II	HMDB
Angiotensin 2	HMDB
Ile(5)-angiotensin II	HMDB
II, 5-L-isoleucine angiotensin	HMDB
Isoleucyl(5)-angiotensin II	HMDB
Angiotensin II, 5-L-isoleucine	HMDB
Valyl(5)-angiotensin II	HMDB
ANG-(1-8)octapeptide	HMDB
Isoleucine(5)-angiotensin	HMDB
5 L Isoleucine angiotensin II	HMDB
5-L-Isoleucine angiotensin II	HMDB
Angiotensin-(1-8) octapeptide	HMDB

Chemical Formula

C₅₀H₇₁N₁₃O₁₂

Average Molecular Mass

1046.179 g/mol

Monoisotopic Mass

1045.535 g/mol

CAS Registry Number

11128-99-7

IUPAC Name

(3S)-3-amino-3-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S,2S)-1-{[(2S)-1-[(2S)-2-{[(1S)-1-carboxy-2-phenylethyl]carbamoyl}pyrrolidin-1-yl]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]carbamoyl}-2-methylbutyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl]carbamoyl}-2-methylpropyl]carbamoyl}-4-[(diaminomethylidene)amino]butyl]carbamoyl}propanoic acid

Traditional Name

(3S)-3-amino-3-{[(1S)-1-{[(1S)-1-{[(1S)-1-{[(1S,2S)-1-{[(2S)-1-[(2S)-2-{[(1S)-1-carboxy-2-phenylethyl]carbamoyl}pyrrolidin-1-yl]-3-(3H-imidazol-4-yl)-1-oxopropan-2-yl]carbamoyl}-2-methylbutyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl]carbamoyl}-2-methylpropyl]carbamoyl}-4-[(diaminomethylidene)amino]butyl]carbamoyl}propanoic acid

SMILES

CC[C@H](C)[C@H](NC(=O)[C@H](CC1=CC=C(O)C=C1)NC(=O)[C@@H](NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@@H](N)CC(O)=O)C(C)C)C(=O)N[C@@H](CC1=CN=CN1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CC1=CC=CC=C1)C(O)=O

InChI Identifier

InChI=1S/C50H71N13O12/c1-5-28(4)41(47(72)59-36(23-31-25-54-26-56-31)48(73)63-20-10-14-38(63)45(70)60-37(49(74)75)22-29-11-7-6-8-12-29)62-44(69)35(21-30-15-17-32(64)18-16-30)58-46(71)40(27(2)3)61-43(68)34(13-9-19-55-50(52)53)57-42(67)33(51)24-39(65)66/h6-8,11-12,15-18,25-28,33-38,40-41,64H,5,9-10,13-14,19-24,51H2,1-4H3,(H,54,56)(H,57,67)(H,58,71)(H,59,72)(H,60,70)(H,61,68)(H,62,69)(H,65,66)(H,74,75)(H4,52,53,55)/t28-,33-,34-,35-,36-,37-,38-,40-,41-/m0/s1

InChI Key

CZGUSIXMZVURDU-JZXHSEFVSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Tyrosine or derivatives
Phenylalanine or derivatives
Histidine or derivatives
Aspartic acid or derivatives
Isoleucine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-l-alpha-amino acid
Valine or derivatives
Proline or derivatives
Alpha-amino acid amide
3-phenylpropanoic-acid
Alpha-amino acid or derivatives
N-substituted-alpha-amino acid
Amphetamine or derivatives
N-acylpyrrolidine
Pyrrolidine-2-carboxamide
Imidazolyl carboxylic acid derivative
Pyrrolidine carboxylic acid or derivatives
Phenol
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Fatty acyl
Fatty amide
Benzenoid
N-acyl-amine
Pyrrolidine
Tertiary carboxylic acid amide
Imidazole
Heteroaromatic compound
Azole
Amino acid or derivatives
Amino acid
Carboxamide group
Guanidine
Secondary carboxylic acid amide
Carboximidamide
Carboxylic acid
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organooxygen compound
Organopnictogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
Primary amine
Organic nitrogen compound
Amine
Organonitrogen compound
Organic oxide
Primary aliphatic amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

angiotensin II (CHEBI:2719 )
Angiotensin [KO:K09821] (C02135 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.016 g/L	ALOGPS
logP	-0.87	ALOGPS
logP	-5.3	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	3.15	ChemAxon
pKa (Strongest Basic)	10.83	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	408.84 Å²	ChemAxon
Rotatable Bond Count	29	ChemAxon
Refractivity	269.81 m³·mol⁻¹	ChemAxon
Polarizability	107.02 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03mj-9313022101-6ac3b05e269115b1f5ad	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-9724022100-1dce7a6f99b2d561c0b3	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01p6-9111000000-18aeed5d9ab235b9a89b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0zi3-9000000005-bb2ec7da92fff6a158ac	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-9110001228-620241ce085107b44de3	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4l-9510024340-d26443900117133d12ca	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-022d-6194112202-719c98c76d553cec3659	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004i-5974214021-eb3b74dcc95ba9b408e9	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00bi-3900000320-04aedfa1b8f8c426ec9d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-002f-9010000101-5b3797a066dced181aa2	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00ai-9214100305-4619422d9477b060e609	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-7252290207-1417dac20cfbdae1d2d1	Not Available	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, D₂O, predicted)	Not Available	Not Available	View Spectrum
1D NMR	¹H NMR Spectrum (1D, D₂O, predicted)	Not Available	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
570.0	Log mg/kg	[320:1000]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference
hypertension	associated_with	Not Available	PMC4302234 , PMC6151556
blood pressure	associated_with	increase	PMC11277057 , PMC12146500 , PMC12722972 , PMC6567131
inflammation	associated_with	Not Available	PMC12028762 , PMC6273216
atherosclerosis	associated_with	increase	PMC10889477 , PMC11351257
cardiomyopathy	associated_with	Not Available	PMC12712907
heart failure	associated_with	Not Available	PMC6210295
high blood pressure	associated_with	decrease	PMC12028762
proteinuria	associated_with	increase	PMC3136362
hyperglycemia	associated_with	Not Available	PMC9368651

Exposure Sources

Source ID	Source	Sector	Reference
286	Cardiac stimulants excl. cardiac glycosides	Healthcare, pharmaceuticals & veterinary products	Not Available
506	Antennas	Electrical & Electronic Equipment	Not Available
515	Discharge Tubes With Liquid Pool Cathodes	Electrical & Electronic Equipment	Not Available
522	Gas Filled Discharge Tubes With Gaseous Cathodes	Electrical & Electronic Equipment	Not Available
537	Television Systems	Electrical & Electronic Equipment	Not Available
548	Preparation Of Vinegar	Food, food processing & cookware	Not Available
549	Preparation Of Wine Or Sparkling Wine	Food, food processing & cookware	Not Available
560	Other Smoking Requisites	Household cleaning & consumer products	Not Available
592	Marine Propulsion Or Steering	Marine, shipping & aquaculture	Not Available
597	Chemosterilants	Agriculture & land management	Not Available
604	Pest Attractants	Agriculture & land management	Not Available
607	Rodenticides(1)	Agriculture & land management	Not Available
608	Rodenticides	Agriculture & land management	Not Available
612	Body Washing Or Cleaning Implements	Personal care & cosmetics	Not Available

Pathways

51 pathways

Benazepril Action Pathway

Captopril Action Pathway

Cilazapril Action Pathway

Enalapril Action Pathway

Fosinopril Action Pathway

Lisinopril Action Pathway

Moexipril Action Pathway

Perindopril Action Pathway

Quinapril Action Pathway

Ramipril Action Pathway

Rescinnamine Action Pathway

Spirapril Action Pathway

View all 51 pathways

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Type-1 angiotensin II receptor	P30556	Humans	Predicted (SEA)	0.233548
Click to view 3D structure	Type-2 angiotensin II receptor	P50052	Humans	Predicted (SEA)	0.544945
Click to view 3D structure	Mu-type opioid receptor	P97266	Cavia porcellus	Predicted (SEA)	23.9776
Click to view 3D structure	Kappa-type opioid receptor	P41144	Cavia porcellus	Predicted (SEA)	21.6421
Click to view 3D structure	BTB/POZ domain-containing protein KCTD12	Q96CX2	Humans	Predicted (SEA)	2.64687
Click to view 3D structure	Delta-type opioid receptor	P41143	Humans	Predicted (SEA)	29.3492
Click to view 3D structure	Delta-type opioid receptor	P32300	Mus musculus	Predicted (SEA)	24.3668
Click to view 3D structure	Neurotensin receptor type 1	O88319	Mus musculus	Predicted (SEA)	3.26967
Click to view 3D structure	Kappa-type opioid receptor	P41145	Humans	Predicted (SEA)	36.5891
Click to view 3D structure	Mu-type opioid receptor	P33535	Rattus norvegicus	Predicted (SEA)	32.7745
Click to view 3D structure	Neurotensin receptor type 1	P30989	Humans	Predicted (SEA)	4.20386
Click to view 3D structure	Kappa-type opioid receptor	P34975	Rattus norvegicus	Predicted (SEA)	12.6116
Click to view 3D structure	Type-1 angiotensin II receptor A	P25095	Rattus norvegicus	Predicted (SEA)	1.24559
Click to view 3D structure	Leucyl-cystinyl aminopeptidase	Q9UIQ6	Humans	Predicted (SEA)	0.389246
Click to view 3D structure	Chaperone SurA	P0ABZ6	Escherichia coli (strain K12)	Predicted (SEA)	2.17978
Click to view 3D structure	Neurotensin receptor type 2	O95665	Humans	Predicted (SEA)	4.5931
Click to view 3D structure	Aminopeptidase N	P15144	Humans	Predicted (SEA)	0.856341
Click to view 3D structure	Delta-type opioid receptor	P33533	Rattus norvegicus	Predicted (SEA)	36.5113
Click to view 3D structure	Neuropeptide Y receptor type 2	P49146	Humans	Predicted (SEA)	35.0322
Click to view 3D structure	Neuropeptide Y receptor type 1	P25929	Humans	Predicted (SEA)	30.439
Click to view 3D structure	Mu-type opioid receptor	P35372	Humans	Predicted (SEA)	57.297
Click to view 3D structure	Apical membrane antigen 1	Q7KQK5	Plasmodium falciparum (isolate 3D7)	Predicted (SEA)	21.5642
Click to view 3D structure	Type-1 angiotensin II receptor B	P29089	Rattus norvegicus	Predicted (SEA)	5.0602
Click to view 3D structure	Glucagon-1	O42143	Xenopus laevis	Predicted (SEA)	25.3788
Click to view 3D structure	Sclerostin	Q99P67	Rattus norvegicus	Predicted (SEA)	31.8403